
Family-friendly holiday rentals in Oswestry
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oswestry
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Cabin in the garden
A private, simply furnished cabin at the bottom of our garden within the World Heritage Site. The cabin has two single beds. There is a shower room and separate toilet ten steps from the cabin . We are 100 metres from a great pub which serves real ales and excellent food. The space is very private with access to a small garden. We are a 5 minute walk from Thomas Telfords famous aqueduct. Offas Dyke path is at the bottom of our drive. We are close to Trevor Barns and Tyn Dwr Hall wedding venues

Entire Village Cottage w/Garden & Free Parking
Cosy Victorian end-terrace cottage w/ small garden. Ideal for 2, sleeps 4. Village location by Whittington Castle ruin (which has Calendar of Events and menu), plus 2 Family pubs. Explore local scenery, historic sites, hiking, cycling. Flexi Check-in after 3pm. All Enquiries welcome. * Handy for North Wales * Free double parking Sorry no EV charging. NB: Shower/toilet is downstairs. Stairs unsuitable for toddlers/infirm Old cottage may have cosmetic flaws while gradually making improvements

Contemporary Converted Church, Oswestry
The Church is a charming converted Victorian church situated in a peaceful setting in the friendly town of Oswestry. The three-bedroom property retains many beautiful features with vaulted ceiling and rustic oak beams. The contemporary decor in the lounge offers a cosy place to enjoy the spectacular country views, with custom made arched windows and an open plan kitchen. We have under-floor heating, a stone bath and Egyptian Cotton Bedding. Find us using What3Words:///market.orbit.dumplings

Beautiful base to explore stunning surroundings.
A fantastic apartment set in the beautiful Shropshire countryside just off the A5 between Shrewsbury-Oswestry with excellent parking facilities to explore a wealth of fantastic walks, amazing Archaeology & stunning places to visit. Do visit Olivia's point. Excellent attractions in the heart of the countryside. A stunning base in a perfect location, for couples, work placements, Ramblers, Business travellers, stop overs and adventure motorcyclists etc. Check in 4pm - Check out 10am.

Modern boutique apartment for 4 - Ellesmere
Visit |nstagram to see the walk through videos boutiquestaysellesmere Visit Tik Tok to see the walk through videos - @boutiquestaysellesmere Enjoy a stylish experience at this centrally-located apartment. Off the main road provides a quiet nights rest - perfect ! With private free parking what could be easier . Just a few minutes walk to the beautiful Meres - an award-winning Park with stunning lake, gardens and woodland walks. Relax over tea and cakes at the historic location

The Granary at Pentregaer Ucha, tennis & lake.
Charming one bedroom self catering holiday let in traditional stone barn. The Granary is one of four self catering units available at Pentregaer Ucha, alongside The Barn, The Nook and The Stables, all can be found listed separately on Airbnb making a perfect getaway for couples or groups. All our holiday lets offer everything you need for the perfect rural retreat and are decorated and maintained to the highest standards; an ideal base for exploring both Wales and Shropshire.

Oakwood Cabin
Nestled in the Mid Wales countryside, Oakwood offers comfortable accommodation for the family wanting to spend time together . **Please note we only accept two adults and one/two children (under 18) no adult groups **. We have our own private stretch of river, ideal for fishing, paddle boarding and canoeing. Walks and cycling routes close by. Golf course within 4 miles. Local pubs, shops and restaurants within 1.5 miles. Ideal to use as a base to explore the local attractions.

Peaceful field with heated treehouse . Sleeps 4.
Hand-built treehouse (rustic!) in a beautiful, peaceful setting right on Offa's Dyke, a popular walk on the England/ Wales border. Sleeps 4 with a double bed and a comfy futon in the same room. Amazing waterfall 1/2 hour Lovely sunsets. Gas bbq and a gas hob. Solar power for phone charging etc. Basic compost toilet. Rustic shower. (no towels) Please bring your own drinking water, towels and firewood. Think of it as glorified camping....

Hawthorn Cabin with Stunning Countryside Views
Tucked away in a peaceful woodland on a working sheep farm in beautiful Shropshire, our handcrafted en-suite cabin offers stunning valley and woodland views. It’s the perfect place to switch off and unwind — enjoy cosy nights by the log burner or step out onto the deck to stargaze in total tranquillity. Scenic walks begin right from your doorstep, and we’re lucky enough to have the famous Offa’s Dyke just a stone’s throw from the cabin.

Large luxury 1 bedroom suite in a beautiful garden
A uniquely located luxurious, spacious and peaceful apartment set within large garden grounds, yet only 5-10 minutes walk into Oswestry town centre. The apartment is well stocked with modern appliances and has lovely far reaching views over the Shropshire plain. Plenty of parking space is available and a separate laundry room is available to use on-site at no extra cost. Key code available for late check-ins.

Old Chapel
Due to the current situation l am happy to consider longer stays for workers and will offer discounts so please enquire. A unique lovingly renovated hideaway, very convenient for anyone visiting the town of Oswestry. Three minutes walk to the park, the ancient Church and Heritage Centre. The town has many restaurants, pubs and cafes, galleries and other attractions.

Self Contained West Wing with own sauna
Beautifully renovated spacious wing of large period property. Available for minimum 4 night booking arriving any day One double bedroom (standard double bed) with , en-suite,hairdryer sauna, shower & WC, large living/dining room with solid fuel burner, kitchen with hob, microwave, small electric oven and under counter fridge. Dog friendly
Popular amenities for Oswestry family-friendly rentals
Family-friendly home rentals with a hot tub

Cosy house with hot tub and stunning valley views

Canadian Log Cabin with Luxury Hot Tub

Goat Hill Lodge, 2 bedroom, great views, hot tub

Lake side tipi with hot tub and stunning views

Long Wood Lodges -Private Hot Tub - Welsh Marches

2 bed /2 bath luxury barn conversion with hot tub

Beautiful Yurt, Fabulous Views, with Hot Tub

Luxury pod in a rural setting with private hot tub
Family- and pet-friendly home rentals

Stunning period Farmhouse in rural setting

Rose Cottage on England / Wales border. Shropshire

The Meadow Snug

The Snug at Coed Y Gaer

Luxury Renovated Barn Conversion

Secluded forester’s cottage with modern comforts

Pontcysyllte Aqueduct & Canal World Heritage Site

Nest above Llangollen (Nyth)
Family-friendly home rentals with a pool

The Poolhouse

Hampton Bye Barn, Rural Retreat

Right on The Shropshire Way Remote & lovely views

The Shippen

Long Mountain View Tiny House with Hot Tub

Sauna, HotTub & Cold Plunge Pyramid Escape

Hendy Bach

Private Indoor Pool & Tennis Court
Quick stats about holiday rentals that are family-friendly in Oswestry

Total holiday rentals
Explore 20 holiday rentals in Oswestry

Nightly prices starting at
Oswestry holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 1,030 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Oswestry holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oswestry rentals

4.9 Average rating
Oswestry stays are highly rated by guests – averaging 4.9 out of 5!
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